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Also known as: Imazalil, 35554-44-0, Deccozil, Bromazil, Fungaflor, Imaverol
Molecular Formula
C14H14Cl2N2O
Molecular Weight
297.2  g/mol
InChI Key
PZBPKYOVPCNPJY-UHFFFAOYSA-N
FDA UNII
6K0NOF3XQ6

Enilconazole
1 2D Structure

Enilconazole

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-[2-(2,4-dichlorophenyl)-2-prop-2-enoxyethyl]imidazole
2.1.2 InChI
InChI=1S/C14H14Cl2N2O/c1-2-7-19-14(9-18-6-5-17-10-18)12-4-3-11(15)8-13(12)16/h2-6,8,10,14H,1,7,9H2
2.1.3 InChI Key
PZBPKYOVPCNPJY-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C=CCOC(CN1C=CN=C1)C2=C(C=C(C=C2)Cl)Cl
2.2 Other Identifiers
2.2.1 UNII
6K0NOF3XQ6
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1h-imidazole, 1-(2-(2,4-dichlorophenyl)-2-(2-propen-1-yloxy)ethyl)-, Sulfate (1:1)

2. Enilconazole Sulfate

3. Imazalil

4. Imazalil Mononitrate

5. Imazalil Phosphate

6. Imazalil Sulfate

7. Imazalil Sulfate (1:1)

8. Imazalil Sulphate

9. R 23979

2.3.2 Depositor-Supplied Synonyms

1. Imazalil

2. 35554-44-0

3. Deccozil

4. Bromazil

5. Fungaflor

6. Imaverol

7. Clinafarm

8. Chloramizol

9. Florasan

10. Fungazil

11. Magnate

12. Eniloconazol (sp)

13. Deccozil S 75

14. Nuzone

15. Enilconazole (bpc)

16. Deccosil

17. Freshgard

18. 1h-imidazole, 1-[2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl]-

19. 1-(2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl)-1h-imidazole

20. Flopro Imz

21. R 23979

22. Amolden Mp 100

23. 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]-1h-imidazole

24. Enilconazol

25. Cga 41333

26. Imazalil [ansi:bsi:iso]

27. 73790-28-0

28. Imazalil Sulphate

29. Chebi:83829

30. 1-[2-(2,4-dichlorophenyl)-2-prop-2-enoxyethyl]imidazole

31. Mfcd00055331

32. Enilconazole (usan/inn)

33. R-23979

34. Nsc-759313

35. 6k0nof3xq6

36. Enilconazole For Veterinary Use

37. Allyl-1-(2,4-dichlorophenyl)-2-imidazol-1-ylethyl Ether

38. (+-)-1-(beta-(allyloxy)-2,4-dichlorophenethyl)-imidazole

39. (+ Or -)-1-(beta-allyloxy-2,4-dichlorophenylethyl)imidazole

40. 1-(2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl)-1h-imidazole

41. R 23,979

42. Cga-41333

43. Imazalil 1000 Microg/ml In Acetone

44. Imazalil 10 Microg/ml In Acetonitrile

45. Imazalil 100 Microg/ml In Acetonitrile

46. 1-(2-(2,4-dichlorphenyl)-2-(2-propenyloxy)aethyl)-1h-imidazol

47. Dsstox_cid_4151

48. Imazalil Phosphate

49. Dsstox_rid_77305

50. Dsstox_gsid_24151

51. Imazalil Mononitrate

52. Chloramizole

53. Caswell No. 497ab

54. 1h-imidazole, 1-(2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl)-

55. 1-[2-allyloxy-2-(2,4-dichlorophenyl)ethyl]imidazole

56. Enilconazole [usan:ban:inn]

57. 1398065-91-2

58. Hsdb 6672

59. Einecs 252-615-0

60. Imazalil Sulfate (1:1)

61. Unii-6k0nof3xq6

62. Epa Pesticide Chemical Code 111901

63. Brn 0545683

64. Eniloconazol

65. Freshguard

66. Fecundal

67. Imaversol

68. Rappor Plus

69. Fung-azil

70. Enilconazole [usan:inn:ban]

71. Imazalil-d5

72. Deccozil S75

73. Flo Pro Imz

74. Cas-35554-44-0

75. Fecundal (salt/mix)

76. Imazalil (enilconazole)

77. Imazalil [iso]

78. Rappor Plus (salt/mix)

79. (.+/-.)-imazalil

80. 33586-66-2

81. Prestwick0_000963

82. Prestwick1_000963

83. Prestwick2_000963

84. Prestwick3_000963

85. Enilconazole [mi]

86. Enilconazole [inn]

87. Imazalil Sulphate (1:1)

88. (+ Or -)-1-(2-(2,4-dichlorophenylethyl)-2-(2-propenyloxy)ethyl)-1h-imidazole

89. 1-(2-(2,4-dichlorphenyl)-2-(2-propenyloxy)aethyl)-1h-imidazol [german]

90. Enilconazole [hsdb]

91. Enilconazole [usan]

92. Schembl22498

93. Bspbio_000965

94. Enilconazole [mart.]

95. Imazalil, Analytical Standard

96. Mls002154075

97. Imazalil, Ansi, Bsi, Iso

98. Spbio_002886

99. Bpbio1_001063

100. Chembl356918

101. 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole

102. Dtxsid8024151

103. Pzbpkyovpcnpjy-uhfffaoysa-

104. Hms1571a07

105. Hms2094c13

106. Hms2098a07

107. Hms3041c20

108. Hms3715a07

109. Pharmakon1600-01506067

110. Albb-035652

111. Amy22447

112. Hy-b1134

113. Tox21_201551

114. Tox21_300720

115. Bdbm50051843

116. Imazalil 100 Microg/ml In Methanol

117. Nsc759313

118. S5053

119. Imazalil 10 Microg/ml In Cyclohexane

120. Imazalil 100 Microg/ml In N-hexane

121. 1h-imidazole, 1-(2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl)-, (+-)-

122. Akos015895066

123. Ccg-220963

124. Cs-4739

125. Nsc 759313

126. Ncgc00163778-01

127. Ncgc00163778-03

128. Ncgc00163778-04

129. Ncgc00163778-05

130. Ncgc00163778-06

131. Ncgc00163778-07

132. Ncgc00254626-01

133. Ncgc00259100-01

134. Ac-15959

135. As-10962

136. Smr000777988

137. Sy104743

138. Ab00513978

139. Ft-0658775

140. Imazalil, Pestanal(r), Analytical Standard

141. C18739

142. D03997

143. Ab00513978_06

144. 554i440

145. A822869

146. Q421576

147. Sr-01000855376

148. Sr-01000855376-2

149. Brd-a11776908-001-03-6

150. Brd-a11776908-001-06-9

151. Enilconazole For Veterinary Use [ep Monograph]

152. 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]-1h-imidazole #

153. 1-[2-allyloxy-2-(2,4-dichlorophenyl)ethyl]imidazole;imazalil

154. Enilconazole, European Pharmacopoeia (ep) Reference Standard

155. (.+/-.)-1-(.beta.-(allyloxy)-2,4-dichlorophenethyl)imidazole

156. (rs)-1-(.beta.-allyloxy-2,4-dichlorophenethyl)imidazole

157. (+/-)-1-(.beta.-(allyloxy)-2,4-dichlorophenethyl)-imidazole

158. (.+/-.)-1-[2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl]-1h-imidazole

159. 1-[2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl]-1h-imidazole, 9ci

160. 1-[2-(2,4-dichlorophenyl)-2-(prop-2-en-1-yloxy)ethyl]-1h-imidazole

161. (r,s)-1-(2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl)-1h-imidazole

162. 1-(2-(2,4-dichlorophenyl)-2-(2-propen-1-yloxy)ethyl)-1h-imidazole

163. 1h-imidazole, 1-(2-(2,4-dichlorophenyl)-2-(2-propen-1-yloxy)ethyl)-

164. 1h-imidazole, 1-(2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl)-, (+/-)-

165. 1h-imidazole, 1-[2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl]-, (.+/-.)-

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 297.2 g/mol
Molecular Formula C14H14Cl2N2O
XLogP33.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count6
Exact Mass296.0483185 g/mol
Monoisotopic Mass296.0483185 g/mol
Topological Polar Surface Area27 Ų
Heavy Atom Count19
Formal Charge0
Complexity291
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Therapeutic Uses

Mesh Heading: fungicides, industrial

National Library of Medicine, SIS; ChemIDplus Record for Imazalil (35554-44-0). Available from, as of April 14, 2006: https://chem.sis.nlm.nih.gov/chemidplus/chemidlite.jsp


MEDICATION (VET): Antifungal

O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 634


... Used in the therapy of human alternariosis, an uncommon infection.

Hayes, W.J., Jr., E.R. Laws, Jr., (eds.). Handbook of Pesticide Toxicology. Volume 3. Classes of Pesticides. New York, NY: Academic Press, Inc., 1991., p. 1459


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Fungicides, Industrial

Chemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc. (See all compounds classified as Fungicides, Industrial.)


5.2 Absorption, Distribution and Excretion

Comparison of the excretion patterns after oral and intravenous dosing suggests that the bioavailability, and therefore the absorption, of imazalil given orally is high.

WHO/FAO; Joint Meeting on Pesticide Residues on Imazalil (35554-44-0). Available from, as of July 7, 2006: https://www.inchem.org/pages/jmpr.html


Imazalil technical (purity = 98.7%) and 14C-imazalil (117.1 uCi/mL; purity = 99.9%) was administered to 4 groups of 6-8 Wistar rats. Group A: 5 rats/sex & reserve group I (1/sex) were injected in tail vein with 1.25 mg 14C-imazalil/kg (single dose). Group B: 5/sex were dosed by gastric intubation at 1.25 mg 14C-imazalil/kg (single dose). Group C: 5/sex & reserve group K (3/sex) were dosed by gastric intubation at 1.25 mg imazalil/kg/day for 14 days. At 24 hours after the last unlabelled dose, 5/sex received a single oral dose of 14C-imazalil at 1.25 mg/kg. Group D: 5/sex & reserve group L (1/sex) were dosed by gastric intubation at 20 mg 14C imazalil/kg (single dose). At 96 hours post-dosing (Groups B, C & D) were sacrificed for tissue collection. Group A & reserve rats (those not used) were sacrificed & disposed of. Distribution showed that after 96 hrs only 1% of 14C-imazalil was recovered in tissues and carcass. There was a dose-response in tissue levels of compound but there was no accumulation after multiple dosing. There were no sex differences. Approximately 50% of tissue 14C-imazalil was recovered in liver 96 hrs after gavage, levels in liver were approximately 20 times higher and kidney, lung and adrenals 4-10 times higher than corresponding blood levels. All other tissues examined had concentrations of 14C-imazalil < that of blood, with none detected in brain. By all routes and methods of administration, the majority (approximately 90%) of radioactivity was excreted within 24 hrs (primarily in urine & slightly higher in females).

California Environmental Protection Agency/Department of Pesticide Regulation; Toxicology Data Review Summaries. Available from: https://www.cdpr.ca.gov/docs/toxsums/toxsumlist.htm on Imazalil (35554-44-0) as of July 7, 2006.


A striking decrease was found in the effectiveness of thiabendazole (TBZ), benomyl, imazalil and prochloraz in controlling blue and green molds as a result of delaying the fungicidal treatments. Although imazalil and prochloraz gave low protective activity, they had high antisporulation efficiency. On the other hand, thiabendazole and benomyl protected fruits against subsequent infection. Storage was found to have a pronounced effect on the residual activity of imazalil compared with thiabendazole. Residues of imazalil and thiabendazole were found in orange jam made from fungicide-treated fruits.

Abdel Lateef M FA et al; Egyptian Journal of Phytopathology 22 (1): 59-73 (1994)


Imazalil is absorbed, distributed, and metabolized rapidly in rodent species. It is a sulfate, of which approximately 90% is excreted within 96 hours.

Sullivan, J.B., Krieger G.R. (eds). Clinical Environmental Health and Toxic Exposures. Second edition. Lippincott Williams and Wilkins, Philadelphia, Pennsylvania 1999., p. 1114


5.3 Metabolism/Metabolites

... Little imazalil was excreted unchanged /in rats/: less than 1% of the administered dose in the feces and trace amounts in the urine. The compound was metabolized to at least 25 metabolites. Three major metabolites were identified, (+/-)-1-[2-(2,4-dichlorophenyl)-2-(2,3-dihydroxypropyloxy)ethyl]-imidaxolidine-2,5-dione (metabolite 8), (+/-)-1-[2-(2,4-dichlorophenyl)-2-(2,3-dihydroxypropyloxy)ethyl]-1H-imidazole (metabolite 10), and (+/-)-1-(2,4-dichlorophenyl)-2-imidazol-1-ylethanol (metabolite 11). The main routes of metabolism were epoxidation, epoxide hydratation, oxidative O-dealkylation, oxidation, and scission and oxidative N-dealkylation. The metabolic pattern was similar after oral and intravenous administration and in animals of each sex.

WHO/FAO; Joint Meeting on Pesticide Residues on Imazalil (35554-44-0). Available from, as of July 7, 2006: https://www.inchem.org/pages/jmpr.html


5.4 Biological Half-Life

The half-time was about 2 hrs /in humans/.

WHO/FAO; Joint Meeting on Pesticide Residues on Imazalil (35554-44-0). Available from, as of July 7, 2006: https://www.inchem.org/pages/jmpr.html


5.5 Mechanism of Action

Two single-copy genes, designated atrA and atrB (ATP-binding cassette transporter A and B), were cloned from the filamentous fungus Aspergillus nidulans and sequenced. Based on the presence of conserved motifs and on hydropathy analysis, the products encoded by atrA and atrB can be regarded as novel members of the ATP-binding cassette (ABC) superfamily of membrane transporters. Both products share the same topology as the ABC transporters PDR5 and SNQ2 from Saccharomyces cerevisiae and CDR1 from Candida albicans, which are involved in multidrug resistance of these yeasts. Significant homology also occurs between the ATP-binding cassettes of atrA and atrB, and those of mammalian ABC transporters (P-glycoproteins). The transcription of atrA and, i particular, atrB in mycelium of A. nidulans is strongly enhanced by treatment with several drugs, including antibiotics, azole fungicides and plant defense toxins. The enhanced transcription is detectable within a few minutes after drug treatment and coincides with the beginning of energy-dependent drug efflux activity, reported previously in the fungus for azole fungicides. Transcription of the atr genes has been studied in a wild-type and in a series of isogenic strains carrying the imaA and/or imaB genes, which confer multidrug resistance to various toxic compounds such as the azole fungicide imazalil. atrB is constitutively transcribed at a low level in the wild-type and in strains carrying imaA or imaB. Imazalil treatment enhances transcription of atrB to a similar extent in all strains tested. atrA, unlike atrB, displays a relatively high level of constitutive expression in mutants carrying imaB. Imazalil enhances transcription of atrA more strongly in imaB mutants, suggesting that the imaB locus regulates atrA. Functional analysis demonstrated that cDNA of atrB can complement the drug hypersensitivity associated with DPR5 deficiency in S. cerevisiae.

PMID:9180695 Del Dorbo G et al; Mol Gen Genet 254 (4): 417-26 (1997)


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Enilconazole

About the Company : Anax Laboratories was established in 2012 as a custom synthesis laboratories specializing in synthesis of wide range of organic compounds to cater the needs of pharmaceutical and c...

Anax Laboratories was established in 2012 as a custom synthesis laboratories specializing in synthesis of wide range of organic compounds to cater the needs of pharmaceutical and chemical industries. Anax Laboratories is strategically located in hyderabad,the pharma capital of india , surrounded by high repute R&D institutes and companies. Anax Laboratories has cutting edge, modern organic synthesis and analytical lab to develop novel and established organic compounds. Anax Laboratories is guided by strong scientific advisory board from high repute R&D institutes like IICT, CCMB and also professors from universities in India and abroad.
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About the Company : Welcome To The Most Famous And Reputed Manufacturer And Supplier For Pharmaceutical Products, Chemicals, Pharmaceutical Package Group In China. FENGCHEN GROUP CO., LTD Have Been Se...

Welcome To The Most Famous And Reputed Manufacturer And Supplier For Pharmaceutical Products, Chemicals, Pharmaceutical Package Group In China. FENGCHEN GROUP CO., LTD Have Been Serving The Clients All Over World For More Than 10 Years In Pharmaceutical & Chemical Industry, Especially South East Asia(Vietnam, Thailand, Singapore, Etc), CIS Countries (Russia, Uzbekistan, Belarus, Lithuania, Etc). With Our Scale Production And Overseas Market Sale Experiences, We Are Always The Top Choice For Our Clients. We Have Been Waiting For Your Esteemed Company To Work With Us. FENGCHEN GROUP Will Be Your Top Purchase Source From China. We Are Confid
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ABOUT THIS PAGE

Enilconazole Manufacturers

A Enilconazole manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Enilconazole, including repackagers and relabelers. The FDA regulates Enilconazole manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Enilconazole API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

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Enilconazole Suppliers

A Enilconazole supplier is an individual or a company that provides Enilconazole active pharmaceutical ingredient (API) or Enilconazole finished formulations upon request. The Enilconazole suppliers may include Enilconazole API manufacturers, exporters, distributors and traders.

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Enilconazole CEP

A Enilconazole CEP of the European Pharmacopoeia monograph is often referred to as a Enilconazole Certificate of Suitability (COS). The purpose of a Enilconazole CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Enilconazole EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Enilconazole to their clients by showing that a Enilconazole CEP has been issued for it. The manufacturer submits a Enilconazole CEP (COS) as part of the market authorization procedure, and it takes on the role of a Enilconazole CEP holder for the record. Additionally, the data presented in the Enilconazole CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Enilconazole DMF.

A Enilconazole CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Enilconazole CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

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Enilconazole GMP

Enilconazole Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

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Enilconazole CoA

A Enilconazole CoA (Certificate of Analysis) is a formal document that attests to Enilconazole's compliance with Enilconazole specifications and serves as a tool for batch-level quality control.

Enilconazole CoA mostly includes findings from lab analyses of a specific batch. For each Enilconazole CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Enilconazole may be tested according to a variety of international standards, such as European Pharmacopoeia (Enilconazole EP), Enilconazole JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Enilconazole USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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